4-Chlorobenzoyl chloride → HCID 24739181, compound

HRID 1912480Notes

Reaction equation

HRID 1912480 reaction equation
[NH2:1][CH2:2][CH:3]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)[CH2:8][CH2:7]1)=[O:5].[Cl:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](Cl)=[O:33])=[CH:30][CH:29]=1>C1COCC1>[CH2:20]([CH:3]([C:4]([N:6]1[CH2:7][CH2:8][N:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)[CH2:10][CH2:11]1)=[O:5])[CH2:2][NH:1][C:32](=[O:33])[C:31]1[CH:35]=[CH:36][C:28]([Cl:27])=[CH:29][CH:30]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 85014-Chlorobenzoyl chlorideHCID 57936032HCID 57936032, compound

Product 1

HCID 24739181HCID 24739181, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-(Aminomethyl)-1-(4-(3,4-dichlorophenyl)piperazin-1-yl)-3-phenylpropan-1-one (40 mg, 0.1 mmol) was dissolved in THF and then TEA (10.3 mg, 0.1 mmol) followed by 4-chlorobenzoyl chloride (0.1 mmol) were added. Upon completion of addition, the reaction mixture was allowed to stir for several hours and then concentrated. The resulting concentrate was subjected to silica gel chromatography (100% EtOAc) to provide Example 7. MS Found 532.1 (M+H).

Workup

  1. additionwere added
  2. additionUpon completion of addition
  3. concentrationconcentrated
  4. concentrationThe resulting concentrate
  5. customto provide Example 7

Sources & evidence

ORD record
ord-b2292aa8836a4bf3a9b69431fc495ee2
Source dataset
uspto-grants-2013_12
Patent number
US08609664B2

Reaction notes

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